Regioselective Synthesis of Dihydropyridocoumarin and Phenanthrolinone Derivatives­ via Iron(III) Chloride Mediated Intramolecular Cyclization

Abstract

Potentially bioactive angular dihydropyridocoumarin and phenanthrolinone derivatives are synthesized in good to excellent yields using readily available iron(III) chloride (FeCl₃) as the catalyst. The process is very simple, straightforward and inexpensive, and provides a diverse range of pyranoquinolone or phenan­throlinone derivatives, via a 6-endo-dig mode of cyclization, starting from simple and easily available 6-(N-propargyl)aminocoumarin and -quinolone derivatives.

Key words

pyranoquinolone - phenanthrolinone - iron(III) chloride - Sonogashira coupling - 6-endo-dig cyclization

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